benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside
CAS No.:431898-90-7
Molecular Formula:C₅₈H₆₉NO₂₇
Molecular Weight:1212.18
Hs Code.:

benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Synonyms:benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

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Chemical Property of benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

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Technology Process of benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

There total 7 articles about benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

: 145240-79-5
5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-1-(methoxycarbonyl)-D-glycero-α-D-galacto-2-nonulopyranosyl diethyl phosphite

: 431898-88-3
benzyl 6-O-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

: 431898-90-7
benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 7; In tetrahydrofuran; at -44 ℃; for 2h;
DOI:10.1016/S0008-6215(02)00016-2

Reference yield:

: 18404-72-3
benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside

: 431898-90-7
benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / Candida antarctica lipase / tetrahydrofuran / 96 h / 40 °C / Enzymatic reaction

2: 78 percent / camphorsulfonic acid; sikkon / 4 h / Heating

3: 80 percent / DMAP; pyridine / 48 h / 20 °C

4: 50 percent / TEA; BzCN / tetrahydrofuran / 17 h / -25 °C

5: 92 percent / CF₃COOH; water / CH₂Cl₂

6: 51 percent / TMSOTf / 7 / tetrahydrofuran / 2 h / -44 °C

With pyridine; benzoyl cyanide; dmap; Candida antarctica lipase; trimethylsilyl trifluoromethanesulfonate; Sikkon; TEA; camphor-10-sulfonic acid; water; trifluoroacetic acid; 7; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(02)00016-2

Reference yield:

: trifluoroethyl levulinate

: 431898-90-7
benzyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->3)-6-levulinoyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / Candida antarctica lipase / tetrahydrofuran / 96 h / 40 °C / Enzymatic reaction

2: 78 percent / camphorsulfonic acid; sikkon / 4 h / Heating

3: 80 percent / DMAP; pyridine / 48 h / 20 °C

4: 50 percent / TEA; BzCN / tetrahydrofuran / 17 h / -25 °C

5: 92 percent / CF₃COOH; water / CH₂Cl₂

6: 51 percent / TMSOTf / 7 / tetrahydrofuran / 2 h / -44 °C

With pyridine; benzoyl cyanide; dmap; Candida antarctica lipase; trimethylsilyl trifluoromethanesulfonate; Sikkon; TEA; camphor-10-sulfonic acid; water; trifluoroacetic acid; 7; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(02)00016-2